Wittig Reaction
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Ph3P=CHR + R'CHO → R'CH=CHR + Ph3P=O
Tổng quan
A phosphorus ylide (Wittig reagent) reacts with an aldehyde or ketone to form an alkene and triphenylphosphine oxide. This reaction specifically converts C=O to C=C, making it invaluable for alkene synthesis with precise double bond placement. Georg Wittig won the 1979 Nobel Prize for this reaction.
Ví dụ thực tế
Vitamin A and beta-carotene are synthesized industrially using Wittig reactions to build their polyene chains with correct geometry.
Tầm quan trọng công nghiệp
The Wittig reaction is used to synthesize vitamin A, beta-carotene, prostaglandins, and numerous pharmaceutical intermediates on industrial scale.
Tính chất
- Loại
- Organic
- Thuận nghịch
- Không
- Năng lượng
- Tỏa nhiệt
- ΔH
- -90,0 kJ/mol